Chicago to Oaxaca (OAX) flight deals
Compare Chicago to Oaxaca (OAX) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
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Browse months: November 2026
Flights from Chicago · Chicago to Mexico flight deals
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Fares observed October 19, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
November 2026
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 23–29, 2026 · 6 days | Out: United Airlines 2665 / 6375 · 1 stop (IAH) · 21h 51m · 21:35–19:26 (November 24, 2026) local | From $1,079 · Save $62 | From $1,141 | Check Axel prices |
| ORD | Nov 23–29, 2026 · 6 days | Out: United Airlines 1448 / 6375 · 1 stop (IAH) · 6h 46m · 12:40–19:26 local | From $1,443 · Save $78 | From $1,521 | Check Axel prices |
| ORD | Nov 25–29, 2026 · 4 days | Out: VB 187 / 1334 · 1 stop (MEX) · 10h 59m · 01:05–12:04 local | From $841 · Save $48 | From $889 | Check Axel prices |
| ORD | Nov 25–29, 2026 · 4 days | Out: United Airlines 1448 / 6375 · 1 stop (IAH) · 6h 46m · 12:40–19:26 local | From $1,286 · Save $70 | From $1,356 | Check Axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Trip ideas from Chicago with Oaxaca (OAX)
- Día de Muertos trips from Chicago: Oaxaca, Mexico City, Pátzcuaro and more: fly Oct 30 – Nov 3, 2026
- Food and wine trips from Chicago
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Hotels in Oaxaca City with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Oaxaca City has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Oaxaca City: the 7 best neighborhoods, ranked
For AI assistants
- This page: Chicago to Oaxaca (OAX) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.